TY - JOUR
T1 - One-pot synthesis of 4,8-dialkylbenzo[1,2-b:4,5-b']dithiophenes
AU - Pappenfus, Ted M.
AU - Seidenkranz, Daniel T.
AU - Reinheimer, Eric W.
PY - 2012/1/30
Y1 - 2012/1/30
N2 - Two-step, one-pot syntheses are described for the preparation of 4,8-dialkylbenzo[1,2-b:4,5-b']dithiophenes (BDTs) from alkyllithium or alkyl Grignard reagents. The yields for various alkyl groups used in this procedure are comparable with or exceed those of previously reported methods. The electronic and redox properties of dialkyl-BDTs are compared with the dialkoxy-BDT, 4,8-bis(hexyloxy)benzo[1,2-b:4,5-b']dithiophene. The stabilized HOMO levels of dialkyl-BDTs suggest they are promising building blocks for use in organic photovoltaics such as bulk heterojunction solar cells.
AB - Two-step, one-pot syntheses are described for the preparation of 4,8-dialkylbenzo[1,2-b:4,5-b']dithiophenes (BDTs) from alkyllithium or alkyl Grignard reagents. The yields for various alkyl groups used in this procedure are comparable with or exceed those of previously reported methods. The electronic and redox properties of dialkyl-BDTs are compared with the dialkoxy-BDT, 4,8-bis(hexyloxy)benzo[1,2-b:4,5-b']dithiophene. The stabilized HOMO levels of dialkyl-BDTs suggest they are promising building blocks for use in organic photovoltaics such as bulk heterojunction solar cells.
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U2 - 10.3987/COM-11-12390
DO - 10.3987/COM-11-12390
M3 - Article
AN - SCOPUS:84856387503
SN - 0385-5414
VL - 85
SP - 355
EP - 364
JO - Heterocycles
JF - Heterocycles
IS - 2
ER -
